Synthetic Approach toward α-Aminomethyl-γ-butyrolactones from β-Lactam Synthons Elaborated by SmI2-mediated Reductive Coupling Reactions
نویسندگان
چکیده
منابع مشابه
Diastereoselective synthesis of α-(aminomethyl)-γ-butyrolactones via a catalyst-free aminolactonization.
An auto-catalytic domino reaction, presumably involving an aza-Michael reaction, proton transfer, and lactonization, furnishing α-(aminomethyl)-γ-butyrolactones in near quantitative yields and excellent diastereoselectivity is described.
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A convenient synthetic approach to α,β-unsaturated γ-butyrolactones and α,β-unsaturated γ-butyrolactams is developed. The reaction proceeds via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams, employing 1,3-diiodo-5,5-dimethylhydantoin (DIH) under irradiation, followed by dehydroiodination of β-iodo-γ-butyrolactones and γ-butyrolactams providing good yields of α,β-u...
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ژورنال
عنوان ژورنال: Natural Product Communications
سال: 2013
ISSN: 1934-578X,1555-9475
DOI: 10.1177/1934578x1300800709